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15 Favorite Most Ridiculous Women

The term "celebrity trainwreck" is used far too often, and when it is, it's usually in reference to women — conjuring up images of Lindsay Lohan passed out in her car, Britney Spears at the 2007 VMAs, or Amy Winehouse doing, well, just about anything. But there's something endearing about a woman who just doesn't give a shit about behaving in — what others might deem — an embarrassing or unladylike way. Perhaps it's that strength that allows us to be entertained (from a distance) by their antics, because at the end of the day, all of the women on the list are entertainers, even if some of their most entertaining moments weren't so deliberate. In the list of our 15 Favorite Most Ridiculous Women — which, let's face it, could also be called "15 Women Gay Men Love" — we take a look at why we enjoy what they do.

#15 Kathie Lee Gifford



Why she's ridic: She makes silly faces; she has managed to transform Hoda Kotb from an award-winning journalist of Egyptian descent into a yenta; she's not joking about that music career of hers.
That's what she said: "I don't think I should be held responsible for anything I don't know about." - In regards to employing sweatshop children for her Wal-Mart clothing line
Why she's fun:


#14 Diana Ross



Why she's ridic: She jiggled Lil' Kim's bare boob on live TV—'nuff said.
That's what she said: "Just because I have my standards they think I'm a bitch."
Why she's fun:



#13 Tara Reid



Why she's ridic: She repeatedly gets shitty, cheap plastic surgery; she is the go-to cautionary tale for party-loving starlets; 80% of the time, you can see where the extensions are attached to her head.
That's what she said: "I wish all the mean people, if you want to be mean to each other, just buy a country together and blow each other up. Then we’d have no terrorists left. Like, don’t kill innocent people for no reason. It’s not fair. We love everybody. We’d even like them if they said they’re sorry. It’s not fair that innocent people are getting hurt. It makes me sad." - Her thoughts on terrorism and world peace from her sorely-missed travel show Taradise
Why she's fun:


#12 Kathleen Turner



Why she's ridic: She sounds like the personification of an ashtray full of cigarette butts when she talks; she pissed off Nicholas Cage after she accused him of stealing a dog; she didn't correct rumors of being a drunk because she didn't think that being known as a drunk would hurt her career.
That's what she said: "I find the idea of today's icons being teenagers incredibly uninspiring."
Why she's fun:


#11 Bai Ling



Why she's ridic: She loves to sing; she loves to dance; she can spend the day crying, but be damned if she won't pick herself up by the bootstraps, go out to a porn star's birthday party and work the red carpet.
That's what she said: "My name is Bai Ling. That means white spirit, and I really feel like sometimes I'm not existing."
Why she's fun:


#10 Celine Dion



Why she's ridic: She doesn't seem to eat; she's very French Canadian; she tried to be fashion-forward once.
That's what she said: "I've never been cool, and I don't care." - Regarding her adult contemporary radio success
Why she's fun:


#9 Elizabeth Taylor



Why she's ridic: Larry Fortensky; Michael Jackson; pills — lots and lots of them.
That's what she said: "The problem with people who have no vices is that generally you can be pretty sure they're going to have some pretty annoying virtues."
Why she's fun:


#8 Keyshia Cole's Birth Mom Frankie



Why she's ridic: Frankie is a former crack addict who gave birth to Keyshia Cole. Keyshia was mostly raised by her foster mom and both women remain in her life and, thankfully, her BET reality show Keyshia Cole: The Way It Is. Frankie always speaks her mind, although some of might not make much sense. But she's relatable, since two of her favorite things are "eating Popeye's chicken and watching horror movies."
That's what she said: "I was smoking like a broke stove. Crack. For real." - In regards to why she was in prison, from this outtakes interview from the second season of Keyshia Cole: The Way It Is
Why she's fun:


#7 Mariah Carey



Why she's ridic: She met her much-younger husband at the Nickelodeon Kids Choice Awards; she has likened herself to a mermaid on several occasions; a few titles from her discography are Daydream, Butterfly, Rainbow, Glitter, Charmbracelet, and E=MC².
That's what she said: "I don't mind being compared to Whitney, there are people miles worse to be compared to."
Why she's fun:


#6 Liza Minelli



Why she's ridic: She married at least two gay men; she had the most awesome bridal party ever assembled; she says her "esses" weird, making them sound like "shh."
That's what she said: "I feel like I haven't done my best work yet."
Why she's fun:



#5 Paula Abdul



Why she's ridic: She managed to get six #1 Billboard Hot 100 hits out of that excuse for a singing voice; she explained her "quirky" behavior by admitting she has a chronic pain condition; she continues to appear on live television despite being very unpredictable.
That's what she said: "When people expect me to go right, I'll go left. I'm unpredictable. "
Why she's fun:


#4 Courtney Love



Why she's ridic: She took heroin while pregnant; she had a crack bender a few years ago; she still manages to say some of the most intriguing, insightful, intelligent things.
That's what she said: "Drugs make you make bad fashion choices." - From her anti-drug PSA
Why she's fun:


#3 Janice Dickinson



Why she's ridic: She slept with her friend's boyfriend when she was a model; she won't let her beef with Tyra Banks die; she talks about her sobriety as though it's something she actually maintains.
That's what she said: "Without gay men, I am nothing."
Why she's fun:


#2 Anna Nicole Smith



Why she's ridic: Born in a poor Texas town, met her baby daddy fried chicken establishment, met her billionaire husband at a strip club, took off her clothes for money, fled the country with her slimy lawyer, and is now, in death, somewhat of a legend.
That's what she said: "It's very expensive to be me. It's terrible the things I have to do to be me. " - Testimony on the stand during the case battling for her dead husband's fortune
Why she's fun:



#1 Whitney Houston



Why she's ridic: In an interview, she told Diane Sawyer to produce receipts to prove she is spending money on crack, as though crack dealers provide that kind of documentation; she managed to stay married to Bobby Brown for a considerable amount of time; she hung out with Ariel Sharon in Israel and wouldn't shake his hand, for reasons unknown.
That's what she said: "Hell to the no!" - In regards to anything she's not in favor of
Why she's fun:


Send an email to Tracie, the author of this post, at tracie@jezebel.com.


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